August 5, 2025 · 29 min
Sylvia and Will navigate the new boundaries of their friendship now that Will is engaged to Jenna.
August 5, 2025 · 26 min
In an effort to get closer to Jenna, Sylvia and Charlie invite her and Will over for a couples dinner.
August 12, 2025 · 30 min
Sylvia and Will's college friend swings into town for the bachelor party. Sylvia helps Will to come to terms with his relationship.
August 19, 2025 · 32 min
Will advises Sylvia to go corporate. In San Diego, Will's plans with Jenna take an unexpected turn.
August 26, 2025 · 36 min
When Will moves in with Sylvia and Charlie, her new job forces the guys to spend one-on-one time together. Charlie goes on Jeopardy!
September 2, 2025 · 24 min
Sylvia, Will, and Katie take a road trip to the desert. Will faces the reality of working for his ex-fiancée. Sylvia questions Charlie's stability.
September 9, 2025 · 35 min
Will helps Sylvia throw a party for Charlie's law firm. Charlie makes an announcement.
September 16, 2025 · 33 min
Sylvia gets hired to plan a major Hollywood party. Will finds an unlikely investor for his new bar. Charlie contemplates his professional future.
September 23, 2025 · 30 min
To avoid dealing with Charlie, Sylvia invites herself along on Will and Katie's adventure to the LA River.
September 30, 2025 · 40 min
Sylvia and Will's friendship hits a wall. Sylvia has a realization about her marriage. Will hears news about his bar.
